data_R12
# 
_chem_comp.id                                    R12 
_chem_comp.name                                  "9-(4-HYDROXY-2,6-DIMETHYL-PHENYL)-3,7-DIMETHYL-NONA-4,6,8-TRIENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        300.392 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R12 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3CBS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
R12 C1   C1   C 0 1 Y N N 15.589 -7.179 23.572 0.505  0.390  6.316  C1   R12 1  
R12 C2   C2   C 0 1 Y N N 15.484 -5.818 23.483 -0.825 0.284  5.929  C2   R12 2  
R12 C3   C3   C 0 1 Y N N 16.507 -5.047 22.923 -1.143 -0.076 4.639  C3   R12 3  
R12 C4   C4   C 0 1 Y N N 17.672 -5.700 22.450 -0.124 -0.338 3.716  C4   R12 4  
R12 C5   C5   C 0 1 Y N N 17.786 -7.109 22.539 1.213  -0.236 4.112  C5   R12 5  
R12 C6   C6   C 0 1 Y N N 16.727 -7.864 23.113 1.521  0.131  5.404  C6   R12 6  
R12 C7   C7   C 0 1 N N N 18.779 -4.913 21.853 -0.458 -0.724 2.337  C7   R12 7  
R12 C8   C8   C 0 1 N N N 18.696 -4.074 20.824 -0.039 0.036  1.302  C8   R12 8  
R12 C9   C9   C 0 1 N N N 19.738 -3.284 20.272 -0.450 -0.273 -0.014 C9   R12 9  
R12 C10  C10  C 0 1 N N N 19.380 -2.371 19.362 0.054  0.418  -1.061 C10  R12 10 
R12 C11  C11  C 0 1 N N N 20.246 -1.569 18.569 -0.370 0.098  -2.424 C11  R12 11 
R12 C12  C12  C 0 1 N N N 19.793 -0.685 17.686 0.127  0.780  -3.456 C12  R12 12 
R12 C13  C13  C 0 1 N N S 20.577 0.143  16.849 -0.310 0.450  -4.860 C13  R12 13 
R12 C14  C14  C 0 1 N N N 19.924 1.037  15.952 0.905  0.029  -5.688 C14  R12 14 
R12 C15  C15  C 0 1 N N N 20.447 1.982  14.987 0.467  -0.300 -7.092 C15  R12 15 
R12 C18  C18  C 0 1 N N N 22.068 0.067  16.904 -0.958 1.682  -5.495 C18  R12 16 
R12 C19  C19  C 0 1 N N N 21.172 -3.486 20.702 -1.451 -1.375 -0.252 C19  R12 17 
R12 C20  C20  C 0 1 N N N 19.029 -7.805 22.030 2.316  -0.516 3.124  C20  R12 18 
R12 C23  C23  C 0 1 N N N 16.318 -3.552 22.860 -2.587 -0.191 4.221  C23  R12 19 
R12 O1   O1   O 0 1 N N N 14.607 -7.954 24.115 0.813  0.746  7.590  O1   R12 20 
R12 O2   O2   O 0 1 N N N 19.937 2.135  13.905 -0.697 -0.209 -7.398 O2   R12 21 
R12 O3   O3   O 0 1 N N N 21.517 2.650  15.377 1.372  -0.696 -8.001 O3   R12 22 
R12 H2   H2   H 0 1 N N N 14.567 -5.338 23.865 -1.611 0.487  6.642  H2   R12 23 
R12 H6   H6   H 0 1 N N N 16.787 -8.961 23.200 2.553  0.215  5.709  H6   R12 24 
R12 H7   H7   H 0 1 N N N 19.814 -4.958 22.229 -1.038 -1.616 2.152  H7   R12 25 
R12 H8   H8   H 0 1 N N N 17.681 -4.029 20.393 0.608  0.881  1.481  H8   R12 26 
R12 H10  H10  H 0 1 N N N 18.286 -2.271 19.257 0.772  1.207  -0.891 H10  R12 27 
R12 H11  H11  H 0 1 N N N 21.344 -1.637 18.643 -1.087 -0.691 -2.594 H11  R12 28 
R12 H12  H12  H 0 1 N N N 18.691 -0.635 17.645 0.845  1.569  -3.286 H12  R12 29 
R12 H13  H13  H 0 1 N N N 21.528 0.720  16.913 -1.031 -0.366 -4.833 H13  R12 30 
R12 H141 1H14 H 0 0 N N N 19.233 0.389  15.363 1.627  0.846  -5.715 H141 R12 31 
R12 H142 2H14 H 0 0 N N N 19.250 1.643  16.601 1.367  -0.847 -5.235 H142 R12 32 
R12 H181 1H18 H 0 0 N N N 22.686 0.719  16.244 -0.236 2.498  -5.522 H181 R12 33 
R12 H182 2H18 H 0 0 N N N 22.389 0.227  17.959 -1.274 1.443  -6.510 H182 R12 34 
R12 H183 3H18 H 0 0 N N N 22.372 -0.992 16.736 -1.824 1.981  -4.905 H183 R12 35 
R12 H191 1H19 H 0 0 N N N 21.990 -2.865 20.268 -1.676 -1.871 0.691  H191 R12 36 
R12 H192 2H19 H 0 0 N N N 21.218 -3.395 21.812 -2.366 -0.951 -0.666 H192 R12 37 
R12 H193 3H19 H 0 0 N N N 21.432 -4.559 20.550 -1.036 -2.098 -0.953 H193 R12 38 
R12 H201 1H20 H 0 0 N N N 19.118 -8.914 22.100 2.583  -1.572 3.168  H201 R12 39 
R12 H202 2H20 H 0 0 N N N 19.189 -7.505 20.967 1.975  -0.268 2.119  H202 R12 40 
R12 H203 3H20 H 0 0 N N N 19.916 -7.348 22.527 3.188  0.089  3.372  H203 R12 41 
R12 H231 1H23 H 0 0 N N N 17.133 -2.937 22.413 -2.937 -1.208 4.399  H231 R12 42 
R12 H232 2H23 H 0 0 N N N 15.361 -3.327 22.332 -3.189 0.507  4.802  H232 R12 43 
R12 H233 3H23 H 0 0 N N N 16.091 -3.169 23.882 -2.678 0.044  3.161  H233 R12 44 
R12 HO1  HO1  H 0 1 N N N 14.679 -8.899 24.176 0.875  -0.071 8.102  HO1  R12 45 
R12 HO3  HO3  H 0 1 N N N 21.860 3.269  14.744 1.091  -0.908 -8.902 HO3  R12 46 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
R12 C1  C2   DOUB Y N 1  
R12 C1  C6   SING Y N 2  
R12 C1  O1   SING N N 3  
R12 C2  C3   SING Y N 4  
R12 C2  H2   SING N N 5  
R12 C3  C4   DOUB Y N 6  
R12 C3  C23  SING N N 7  
R12 C4  C5   SING Y N 8  
R12 C4  C7   SING N N 9  
R12 C5  C6   DOUB Y N 10 
R12 C5  C20  SING N N 11 
R12 C6  H6   SING N N 12 
R12 C7  C8   DOUB N E 13 
R12 C7  H7   SING N N 14 
R12 C8  C9   SING N N 15 
R12 C8  H8   SING N N 16 
R12 C9  C10  DOUB N E 17 
R12 C9  C19  SING N N 18 
R12 C10 C11  SING N N 19 
R12 C10 H10  SING N N 20 
R12 C11 C12  DOUB N E 21 
R12 C11 H11  SING N N 22 
R12 C12 C13  SING N N 23 
R12 C12 H12  SING N N 24 
R12 C13 C14  SING N N 25 
R12 C13 C18  SING N N 26 
R12 C13 H13  SING N N 27 
R12 C14 C15  SING N N 28 
R12 C14 H141 SING N N 29 
R12 C14 H142 SING N N 30 
R12 C15 O2   DOUB N N 31 
R12 C15 O3   SING N N 32 
R12 C18 H181 SING N N 33 
R12 C18 H182 SING N N 34 
R12 C18 H183 SING N N 35 
R12 C19 H191 SING N N 36 
R12 C19 H192 SING N N 37 
R12 C19 H193 SING N N 38 
R12 C20 H201 SING N N 39 
R12 C20 H202 SING N N 40 
R12 C20 H203 SING N N 41 
R12 C23 H231 SING N N 42 
R12 C23 H232 SING N N 43 
R12 C23 H233 SING N N 44 
R12 O1  HO1  SING N N 45 
R12 O3  HO3  SING N N 46 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
R12 SMILES           ACDLabs              10.04 O=C(O)CC(/C=C/C=C(/C=C/c1c(cc(O)cc1C)C)C)C                                                                                                              
R12 InChI            InChI                1.02b InChI=1/C19H24O3/c1-13(6-5-7-14(2)10-19(21)22)8-9-18-15(3)11-17(20)12-16(18)4/h5-9,11-12,14,20H,10H2,1-4H3,(H,21,22)/b7-5+,9-8+,13-6+/t14-/m1/s1/f/h21H 
R12 InChIKey         InChI                1.02b NGRFDFMAPACMPF-VBKQKYGXDL                                                                                                                               
R12 SMILES_CANONICAL CACTVS               3.341 C[C@@H](CC(O)=O)/C=C/C=C(C)/C=C/c1c(C)cc(O)cc1C                                                                                                         
R12 SMILES           CACTVS               3.341 C[CH](CC(O)=O)C=CC=C(C)C=Cc1c(C)cc(O)cc1C                                                                                                               
R12 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1\C=C\C(=C\C=C\C(C)CC(=O)O)\C)C)O                                                                                                             
R12 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1C=CC(=CC=CC(C)CC(=O)O)C)C)O                                                                                                                  
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
R12 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S,4E,6E,8E)-9-(4-hydroxy-2,6-dimethylphenyl)-3,7-dimethylnona-4,6,8-trienoic acid" 
R12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4E,6E,8E)-9-(4-hydroxy-2,6-dimethyl-phenyl)-3,7-dimethyl-nona-4,6,8-trienoic acid"  
# 
